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Beach Rentals and Apartments in Kailua, HI

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    $219
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    1 / 24
    5 of 5 stars (4) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3
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    1 / 21
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 / 12
    5 of 5 stars (4) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 of 5 stars (7) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2
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    • Dryer
    • DVD Player
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    • Refrigerator
    • Washer
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    About this property
    Come and play at the Beach We are located in a prime residential neighborhood 2 blocks from Kailua Beach Park Entrance as well as downtown. And for those of you traveling without a car, a major bus line is just around the corner. Here you will be surrounded by lush landscaping and find... View all property information
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    Kailua, Oahu 96734
    5 of 5 stars Reviewed July 13, 2015
    Sabine and Ray were wonderful hosts, extremely nice and accomodating even made sure that my 11 year old son had the best vacation ever. The cottage was very cozy and perfect for...
    5 of 5 stars Reviewed July 7, 2014
    We enjoyed staying in this neat and clean studio apartment. Sabine and Ray were welcoming and have put a lot of thought into providing everything for guests' comfort. We loved...
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    1 / 13
    4.5 of 5 stars (15) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    • Satellite TV
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    • Water Views
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    • Shared Outdoor Pool...
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    About this property
    Charming and Newly remodeled 2 Bedroom, 2 Bath Villa on private Beachside Estate with swimming pool and jacuzii. Just a short 2 minute walk to Kailua Beach through the park. Sleeps 4. View all property information
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    Kailua, Oahu 96734
    5 of 5 stars Reviewed February 26, 2015
    I was visiting on my way back from TN and it was a very nice,quaint,quiet place and right outside a beautiful pool with lush landscaping... The couple that managed the place were...
    3 of 5 stars Reviewed February 18, 2015
    There are three separate rental residences on this property, and we rented all of them so that our family (daughter, her husband and two children, as well as our two adult sons...
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    $90
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    Studio, 1 Bathroom, Sleeps 2
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    • Dryer
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    • There Are Tennis...
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Watersports Nearby
    • TV
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Elder access
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    About this property
    Cozy studio in private home. Private entrance and bathroom. Three blocks from the beach. 1 block from the 57 bus stop. 3 blocks to shopping, restaurants and market. Air-conditioning and ceiling fan. Small covered patio. Little kitchenette for light meal prep. Small Refridg, microwave, toaster,... View all property information
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    Kailua, Oahu 96734
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    1 / 26
    5 of 5 stars (22) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8
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    • DVD Player
    • Internet Access
    • Water Views
    • Shared Outdoor Pool...
    • Deck
    • Satellite TV
    • Washer
    • Air Conditioning
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Elder access
    • x
    About this property
    This gorgeous, beautifully furnished Ocean View home is a stone's throw from Kailua Beach and sleeps up to 8 comfortably. There is a large, sparkling, fully tiled swimming pool, 2 jacuzzi tubs, central air conditioning, 3 large bedrooms with ocean views, and 4 baths. Dolphin Manor is an... View all property information
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    Kailua, Oahu 96734
    5 of 5 stars Reviewed August 25, 2014
    This is a lovely and comfortable home, just steps from Kailua Beach, that will give any traveler a wonderful taste of Hawaii. We walked the beach every morning, spent time in the...
    5 of 5 stars Reviewed July 7, 2014
    We rented the house for a family vacation and to attend our son's wedding wedding. It was everything we could of wanted. No surprises and in excellent condition. Great location...
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    1 / 19
    4.5 of 5 stars (31) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8
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    • Wheelchair access
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    • x
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    About this property
    Beautiful Hawaiian-style home, hostess filled with aloha ... Sharon Price welcomes you to Sharon's Serenity Bed and Breakfast. Here you will find peace and tranquility, a relaxed and friendly atmosphere, delicious tropical breakfasts, and stunning surroundings. Just a short walk from world famous... View all property information
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    Kailua, Oahu 96734
    4 of 5 stars Reviewed January 22, 2015
    We had 6 nights at Sharon's Serenity in Kailua, and it was a great base from which to explore Oahu. There were 4 of us..my husband, our son and daughter in law. Sharon's home was...
    4 of 5 stars Reviewed December 6, 2014
    By far better to stay away from the crowd in this quiet but well serviced town by a glorious beach. Honolulu is less than 30 minutes away and the north coast a beautiful,gentle...
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    1 / 33
    3 Bedrooms, 2 Bathrooms, Sleeps 8
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    • Refrigerator
    • DVD Player
    • Gym
    • Satellite TV
    • Dryer
    • Washer
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
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    • Elder access
    • ?
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    About this property
    MINIMUM REQUIREMENTS APPLY. INQUIRE FOR DETAILS. BRAND NEW LANIAKI vacation rental! 3br/2ba The charming beach cottage has two separate dwellings on property that are rented together to provide 3 bedrooms and 2 baths. The main house is 2br/1 bath main house; the studio is a 1br/1ba unit with its... View all property information
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    Kailua, Oahu 96734
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    $1,325
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    1 / 27
    4 of 5 stars (1) Very good
    6 Bedrooms, 4 Bathrooms, Sleeps 14
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    • Waterfront
    • Washer
    • Patio
    • Dryer
    • Internet Access
    • Stereo System
    • Water Views
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
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    About this property
    Kailua Beach House is a casual, two-story 6 bedroom, 4.5 bath beachfront home with 5,000 square feet of living space. The 1/2 acre privacy-fenced property features a large, free-form swimming pool which has a poolside cabana with a shower and a built-in BBQ. The property decor features light... View all property information
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    Kailua, Oahu 96734
    4 of 5 stars Reviewed April 8, 2013
    Wonderful location right on the beach and perfect home to celebrate my birthday with all 16 members of my family. Decor was a little dated but adequate. Loved being on the beach...
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    1 / 23
    6 Bedrooms, 4 Bathrooms, Sleeps 19
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    • Internet Access
    • Dishwasher
    • Grill
    • Dryer
    • DVD Player
    • Hot Tub
    • Satellite TV
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Smoking allowed
    • Elder access
    • x
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    About this property
    rivacy and comfort are provided in this luxury Hawaiian/Asian furnished home. This 4000 sq ft. gated property with an 8 ft wall surrounding the perimeter is on a double lot in the heart of Kailua, less than one mile from Kailua/Lanikai beaches and Kailua town. The home and additional villa unit... View all property information
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    Location Information
    Kailua, Oahu
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    $6,000
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    1 / 24
    7 Bedrooms, 7 Bathrooms, Sleeps 14
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    • Terrace
    • Air Conditioning
    • Internet Access
    • DVD Player
    • Balcony
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
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    • Smoking allowed
    • Elder access
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    About this property
    Royal Kailua Estate is the crown jewel of Kailua beachfront property. The gated entrance surrounded in lush tropical foliage is a modest inclination of what lies behind. A long pathway of oversized stones met with manicured grass provides the driveway that meanders past the luscious green lawn,... View all property information
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    Location Information
    Kailua, Oahu 96734
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    $1,650
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    1 / 22
    4 Bedrooms, 4 Bathrooms, Sleeps 8
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    • Balcony
    • Air Conditioning
    • Parking
    • Fireplace
    • Internet Access
    • Terrace
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
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    About this property
    This getaway’s name, Maluhia, translates into “Peace” in Hawaiian, and it’s not hard to see why—nestled in the region of Kailua, known for its turquoise waters, and white sandy beaches, you’ll feel relaxed in this tranquil space, it’s one of our top Oahu vacation rentals. The low-key area of Kailua... View all property information
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    Kailua, Oahu 96734
    From
    $300
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    1 / 17
    3 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Grill
    • Washer
    • DVD Player
    • Internet Access
    • Dryer
    • Satellite TV
    • Dishwasher
    • Hairdryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Smoking allowed
    • Elder access
    • x
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    About this property
    The Pineapple Ohana is situated in a quiet neighborhood where the local experience of the 50th state comes alive daily. Kailua Town and beach are a 3 block walk. Newly remodeled and furnished, this fun house is filled with all the necessary kitchen and bath amenities along with an outdoor grill and... View all property information
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    Location Information
    Kailua, Oahu
    From
    $195
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    1 Bedroom, 1 Bathroom, Sleeps 2
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    • Wi-Fi
    • Patio
    • There Are Tennis...
    • Washer
    • Air Conditioning
    • TV
    • Dryer
    • Watersports Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Aloha and welcome to Hau'oli Hale! Listen to the sounds of the nearby ocean in this private oasis in peaceful Kailua. This is a newly constructed customized spacious unit with excellent airflow, high ceilings, a beautiful walk in tiled shower with a hydro-rail dual shower head fixture, custom... View all property information
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    Kailua, Oahu 96734
    From
    $3,500
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    1 Bedroom, 1 Bathroom, Sleeps 2
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    If you're looking for a perfect spot to call home during your stay in Kailua, you'll love this one bedroom/one bath apartment in walking distance of world-famous Kailua and Lanikai Beaches. This unit, which has just been made available as a monthly vacation rental, is tucked away in a quiet,... View all property information
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    Kailua, Oahu 96734
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    $95
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    1 / 10
    5 of 5 stars (1) Excellent
    Studio, 1 Bathroom, Sleeps 2
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    • Washer
    • Patio
    • DVD Player
    • Linens Provided
    • Dryer
    • TV
    • Wi-Fi
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Enjoy the peace and quiet in this quaint, private cottage. The property offers a queen-size bed, kitchenette, lovely tropical yard and covered lanai with outdoor seating to relax in after a day at the beach. Wash the sand off in the private outside shower. Located only 1-1/2 blocks to famous Kailua... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed January 7, 2015
    Happy we stayed here - Janet was friendly and easy to reach before and during our visit. Wonderful place for our staycation! Quiet neighborhood, comfy bed, clean accommodations...
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    $450
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    1 / 23
    4 of 5 stars (1) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Satellite TV
    • Grill
    • Dryer
    • Refrigerator
    • Ocean Views
    • Water Views
    • Internet Access
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Within half an hour of Honolulu International Airport and Waikiki, this quaint beach house sits on one of the most beautiful beaches in the state of Hawaii - Kailua- miles of white sand, with water sports, dining, sunrise and sunset beach walks, and private hot tub. It is an easy drive to Sea Life... View all property information
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    Kailua, Oahu 96734
    4 of 5 stars Reviewed March 1, 2015
    Our stay at Kailua beach was lovely. It is a strikingly beautiful beach with very child friendly waters. Great swimming. The cottage is a simple, light-filled, older beach...
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    $3,675
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    4.5 of 5 stars (8) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Amenities & Details
    • Private Outdoor...
    • Water Park Nearby
    • Internet Access
    • Satellite TV
    • Stereo System
    • Watersports Nearby
    • There Are Tennis...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Aloha and welcome to your beach house. This charming home has everything you need for your dream vacation. Bring your family and friends to unwind Island-style. Come on in and make yourself comfortable. As soon as you walk through the door the stress of everyday life will melt away. Most of the... View all property information
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    Kailua, Oahu 96734
    5 of 5 stars Reviewed August 19, 2015
    Our stay was enhanced by the fact that the owners were available if and when there was any problem. I wondered what I would do if there were an emergency, car problems or medical...
    5 of 5 stars Reviewed August 11, 2015
    We have dreamed of going to Hawaii all of our lives and finally had the opportunity to go for our dream trip. I have to say that all of our expectations of Hawaii were filled...
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    $1,800
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    1 / 31
    6 Bedrooms, 3 Bathrooms, Sleeps 14
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    • Washer
    • Air Conditioning
    • Hot Tub
    • Satellite TV
    • Internet Access
    • Private Outdoor...
    • Stereo System
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    MINIMUM REQUIREMENTS APPLY. INQUIRE FOR DETAILS. One-of-a-kind beachside home on an exclusive street in Kailua. Perfect for a large family with kids or two families to share. Single level architect-designed home was completely rebuilt and renovated in 2007 with the highest quality tropical... View all property information
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    Kailua, Oahu 96734
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    $147
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    1 / 18
    5 of 5 stars (30) Excellent
    Studio, 1 Bathroom, Sleeps 3
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    • Balcony
    • TV
    • Watersports Nearby
    • Air Conditioning
    • Wi-Fi
    • Patio
    • Linens Provided
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Blossoms and palms welcome you as you enter the property. You are surrounded by shading trees and tropical flora. Just steps away is beautiful Lanikai Beach approximately 30 yards, just across the street. Lanikai is a quaint beachside community in Kailua on the island of Oahu.Our private,... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed August 24, 2015
    Quite nice apartment with balcony (not all had this), in a larger house in a quiet residential neighborhood across the street and bike/jogging path from the easement between...
    5 of 5 stars Reviewed July 17, 2015
    Lanikai Studios is in a quiet neighborhood, super close to the beach. The beds were comfortable, and the whole place was very clean. We looked specifically for a place with the...
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    $875
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    4 of 5 stars (1) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6
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    • Air Conditioning
    • Stereo System
    • Mountain Views
    • Internet Access
    • DVD Player
    • Satellite TV
    • Deck
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Old Hawaiiana steps from the world-famous, Lanikai Beach, this three bedroom, three bath retreat has the true feel of the Hawaii of yester-year. Hale Maluhia is tropically decorated with all amenities for your comfort. Art work has been hand selected from local artists. Marble and Travertine... View all property information
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    Kailua, Oahu 96734
    4 of 5 stars Reviewed August 13, 2015
    The pictures of this home on TripAdvisor do not do it justice. This is a high-quality 3BR, 3BA home. Each BR has its own en suite. Perhaps not suitable for very young kids...
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    1 / 42
    5 of 5 stars (10) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4
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    • Mountain Views
    • Washer
    • Stereo System
    • Dryer
    • DVD Player
    • Satellite TV
    • Hot Tub
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    TAT ID# OII968I4-OI Our ohana (family) welcomes you to 'Kauhale' our beautiful Hawaiian home. We offer a large cool and breezy 1000 sq ft, 1 bedroom, 1 bath, private, 2nd floor apartment, includes all utilities, located in a great family neighborhood, vaulted open beam ceilings with 5 ceiling... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed May 15, 2014
    Bob & Patty made us feel right at home from the time we drove into the driveway. This is a very clean and quite place to vacation. They have everything you would want or need to...
    5 of 5 stars Reviewed January 11, 2014
    Patty & Bob were such welcoming hosts, it felt like we were visiting old friends. They gave us great tips about local areas and had all the gear (kayaks, paddle boards), etc. to...
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    $95
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    4.5 of 5 stars (20) Very good
    1 Bedroom, 1 Bathroom, Sleeps 2
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    • Deck
    • Linens Provided
    • Grill
    • TV
    • Patio
    • Wi-Fi
    • Refrigerator
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Studio with private bath, private entrance and kitchenette, close to Kailua Beach Park and Kailua town. The 240 sq foot Studio features a queenbed, pull out sofa bed, table and chairs, ceiling fan, TV, AC and High speed internet access. The kitchenette counter is equipped with a refrigerator,... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed February 18, 2015
    a wonderful place in a cute town. the perfect spot for a week on oahu. quiet, clean and comfortable and at a great price. we loved the lanai!
    3 of 5 stars Reviewed February 9, 2015
    The Good: This very reasonably priced studio rental is on a quiet street beside a park, just a 9 minute slow walk to Kailua Beach where it can be accessed from Kailua Beach...
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    $206
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    2 Bedrooms, 1 Bathroom, Sleeps 5
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    • Dryer
    • Patio
    • Internet Access
    • Satellite TV
    • Refrigerator
    • Washer
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Attractive, ground floor, 2 bedroom unit with living room and private entry. On the island Oahu, you'll find comfort, relaxation here while on vacation. 6-8 minute walk away awaits you to world famous Kailua Beach, The busy night life of Waikiki is a short 20 minute drive. Tradewind Bungalow is the... View all property information
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    Location Information
    Kailua, Oahu 96734
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    $500
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    1 / 19
    5 of 5 stars (2) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10
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    • Private Outdoor...
    • Deck
    • Air Conditioning
    • DVD Player
    • Boat Available
    • Mountain Views
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Located in the most prestigious area of Kailua, only a few houses away from where President Obama spends his Christmas vacation. This house is only one off the beach with Private Beach access. The house is 4 bedrooms with an additional room that can convert to a sleeping room. There are 4... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed March 4, 2015
    The home was clean, well maintained and a great place to rent with extended family. The little kids had fun doing laps around the house!
    5 of 5 stars Reviewed April 21, 2014
    We just returned from renting this home in Kailua. We were very happy with the home and the owners. The beach was a very short walk and was not crowded at this end. Kailua is a...
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    $2,065
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    1 / 24
    5 of 5 stars (5) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 4
    Overview Reviews (5) Make Inquiry
    Overview Reviews (5)
    Amenities & Details
    • Watersports Nearby
    • TV
    • Waterfront
    • Ocean Views
    • Wi-Fi
    • Water Park Nearby
    • Hot Tub
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    BEAUTIFUL BEACHFRONT 1 bedroom 1 bath suite for 2 adults, or the whole 2+ bedroom 2 baths for 4-6 guests. Tropical paradise directly on Kailua beach! This fabulous home is tucked away at the end of a quiet and private beach side lane. Designed with many giant windows and oversized sliding glass... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed July 23, 2015
    Beautiful rental with great views of the water. Great beach location. Monica is very friendly and helpful. We definitely plan to rent this again.
    5 of 5 stars Reviewed April 15, 2014
    If you like falling asleep to the sound of the ocean, taking long walks on a soft sand beach or relaxing in the hammock on the lawn, this is the place for you!. Our family of four...
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    $290
    / Night
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    3 Bedrooms, 1 Bathroom, Sleeps 6
    Overview Make Inquiry
    Overview
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Aloha and welcome to this comfortable three bedroom one bath house. There is a large back deck with a hot tub. This vacation home sleeps 6 - 7, it has one new Sealy Posturepedic queen size bed, one new Sealy Posturepedic king and two twin size beds, with a sleeper sofa in the living room. This... View all property information
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    Kailua, Oahu 96734
    From
    $144
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    1 / 7
    4 of 5 stars (1) Very good
    Studio, 1 Bathroom, Sleeps 3
    other travelers have booked this property
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    Overview Reviews (1)
    Amenities & Details
    • Linens Provided
    • Wi-Fi
    • Patio
    • TV
    • Air Conditioning
    • Refrigerator
    • Parking
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Hawaii Sheffield House is located only 10 houses to Kailua Beach. The closest beach access is Kaapuni Loop.Sheffield House provides a home away from home for your Kailua Hawaii vacation. The Ginger Studio is a ground floor unit. The Ginger Studio has free off street parking, free extreme hi... View all property information
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    Kailua, Oahu 96734
    4 of 5 stars Reviewed January 31, 2014
    We were surprised just how spacious this studio is and how nice and fresh it is. Lots of storage and it's well equipped. There were a plate of muffins waiting for us as well as...
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    $200
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    1 / 21
    5 of 5 stars (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2
    Overview Reviews (2) Make Inquiry
    Overview Reviews (2)
    Amenities & Details
    • Air Conditioning
    • Horse Riding Nearby
    • Watersports Nearby
    • Wi-Fi
    • Housekeeping...
    • Washer
    • There Are Tennis...
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Kailua is first and foremost a beach community. Kailua Beach Park has been named “America's Best Beach”, 'Most Beautiful; Sunrise in the World'; and the world's pre-eminent windsurfing and kitesurfing destinations. Hale Luana, meaning a house to be at leisure and enjoy pleasant surroundings is... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed July 21, 2015
    We really enjoyed our stay at the House of Serenity! Very close to beaches (not 1, but 3!) and all the amenities available for your use. Cheryl prepared fresh flowers and ice...
    5 of 5 stars Reviewed July 15, 2015
    Stayed at 2blocksfromthebeach over July 4th. I loved everything about the rental from the location, the accommodations, the nightly shaved ice, the adorable ice cubes Cheryl left...
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    $115
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    1 / 7
    4.5 of 5 stars (30) Very good
    1 Bedroom, 1 Bathroom, Sleeps 2
    other travelers have booked this property
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    Overview Reviews (30)
    Amenities & Details
    • Watersports Nearby
    • Dryer
    • Washer
    • Satellite TV
    • Stereo System
    • DVD Player
    • There Are Tennis...
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Kailua Hale `Ohana is a spacious studio that can accommodate up to 2 guests. The Hale `Ohana is just a five minute walk away from the world famous Kailua Beach. With lots of nearby local activities such as kayaking, kite boarding, wind surfing, paddle boarding, snorkeling, hiking, and scuba... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed July 28, 2015
    We were blown away for how great this place was given the pricetag. A beautiful comfortable room in a really great part of Oahu. The host was lovely to deal with. Short walking...
    5 of 5 stars Reviewed June 26, 2015
    The place was lovely. It had a nice look. The bed was comfortable. Tina had special food treats for us, and a nice collection of restaurants and other vacation activities that we...
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    From
    $154
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    1 Bedroom, 1 Bathroom, Sleeps 3
    other travelers have booked this property
    Overview Make Inquiry
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    Amenities & Details
    • Refrigerator
    • Grill
    • Shared Outdoor Pool...
    • TV
    • Wi-Fi
    • Air Conditioning
    • Linens Provided
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Hawaii Sheffield House is located only 10 houses to Kailua Beach. The closest beach access is Kaapuni Loop.Sheffield House provides a home away from home for your Kailua Hawaii vacation. The Garden Suite is a ground floor unit. The Garden Suite has free off street parking, free extreme hi... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    $165
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    1 / 30
    4.5 of 5 stars (3) Very good
    Studio, 1 Bathroom, Sleeps 2
    other travelers have booked this property
    Overview Reviews (3) Make Inquiry
    Overview Reviews (3)
    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Mountain Views
    • Satellite TV
    • Patio
    • Stereo System
    • Washer
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Footsteps to Hawaii's best beach and a short walk to town, shopping, restaurants, farmers markets and community center for tennis, pool and gym. Ideally located for many ocean sports, hiking and cycling to just about anywhere in this pedestrian and bike friendly beach town. The cottage is fully... View all property information
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    Location Information
    Kailua, Oahu 96734
    4 of 5 stars Reviewed April 8, 2015
    This was our first stay in Hawaii. We wanted to be close to Kailua and Lanikai beaches and have easy access to food and shops. Nancy and Rick's cottage was perfect, 5 minutes easy...
    5 of 5 stars Reviewed November 24, 2014
    I highly recomend staying at one of Nancy's cottages in Kailua. The cottage I stayed in was immaculate and had every amenity you could wish for. The owners have created a true...
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    $190
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    1 / 24
    4 of 5 stars (3) Very good
    1 Bedroom, 1 Bathroom, Sleeps 2
    other travelers have booked this property
    Overview Reviews (3) Make Inquiry
    Overview Reviews (3)
    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Mountain Views
    • Washer
    • Air Conditioning
    • Shared Outdoor Pool...
    • Hot Tub
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Stroll along the white sandy beaches of Lanikai Beach, named one of the top 10 beaches in the world by 2014 Travelers Choice on Trip Advisor! Only a 5 minute drive from our stunning one-bedroom. We are situated on a picturesque, family-friendly road with little road noise and traffic. Breathtaking... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed November 9, 2014
    My husband and I stayed at Lanikai Love for 10 days for our honeymoon. We absolutely loved every second of our stay here! The property is exactly as described and even more...
    3 of 5 stars Reviewed September 20, 2014
    Not pravite pool and hot tub, shared with others lived in that house. No late check out option 11:00 too early. Living room got only fan it's kind hot dining there.
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    $3,325
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    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Satellite TV
    • Watersports Nearby
    • DVD Player
    • Wi-Fi
    • Waterfront
    • Ocean Views
    • Mountain Views
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Ocean Front House, 2 Bdrm/2 Bath + Ohana Room, Sleeps 4-6. Great outdoor spaces. Honu Hale Lanikai (Honu means turtle, Hale means house) is a simple and comfortable two bedroom oceanfront vacation home in beautiful Lanikai on the island of Oahu. It has one bedroom/one bath in the main house and a... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    $139
    / Night
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    1 / 8
    4 of 5 stars (1) Very good
    Studio, 1 Bathroom, Sleeps 3
    other travelers have booked this property
    Overview Reviews (1) Make Inquiry
    Overview Reviews (1)
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Sleep till noon. You'll like the Beach Bungalow at Kailua Guesthouse. This large studio cottage has a California king bed and a queen-size sofa bed. There's a large lanai with park bench and bistro table. Full bath with tub and shower. Complimentary assigned parking on property and laundry... View all property information
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    Location Information
    Kailua, Oahu 96734 6734
    4 of 5 stars Reviewed March 12, 2015
    Location au calme. Le propriétaire a pensé à tout..vous trouverez tout ce dont vous aurez besoin et plus encore.. Accueil sympa, propriétaire discret. Les plages des environs sont...
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    $149
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    1 / 12
    5 of 5 stars (3) Excellent
    Studio, 1 Bathroom, Sleeps 5
    other travelers have booked this property
    Overview Reviews (3) Make Inquiry
    Overview Reviews (3)
    Amenities & Details
    • Satellite TV
    • Internet Access
    • Waterfront
    • Private Outdoor...
    • Water Views
    • Mountain Views
    • Private Fishing...
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Spacious Studio with Private Entrance & Bathroom This beautiful studio is located in a quiet neighborhood close to world famous Kailua Beach. Property is on the water with a large swimming pool. The area is surrounded by lush tropical Gardens that offer many private seating areas for morning... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed July 15, 2015
    Very nice place. Our family of 5 stayed there for 4 days and we really enjoyed it. We were all eager to go back to"our Kailua home" between each activity to relax. We felt we...
    5 of 5 stars Reviewed July 8, 2015
    Studio is very nicely decorated and landscaped. We arrived early without letting them know and everything was ready for us. We have 3 teenagers/young adults and we all fit in the...
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    $135
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    1 / 19
    5 of 5 stars (2) Excellent
    Studio, 1 Bathroom, Sleeps 2
    other travelers have booked this property
    Overview Reviews (2) Make Inquiry
    Overview Reviews (2)
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Internet Access
    • Hot Tub
    • Washer
    • Dryer
    • Mountain Views
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Stroll along the white sandy beaches of Lanikai Beach, named one of the top 10 beaches in the world by 2014 Travelers Choice on Trip Advisor! Only a 5 minute drive from our stunning studio. We are situated on a picturesque, family-friendly road with little road noise and traffic. Breathtaking... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed May 29, 2015
    This was out first time to Hawaii and we absolutely LOVED Kailua. This studio was perfect for my Husband and I and our 19 month old son. The studio was private although attached...
    5 of 5 stars Reviewed February 23, 2015
    This studio was perfect for my husband and myself. We had most of our meals in the studio, but we did enjoy eating in town at a couple of places. We enjoyed the pool and spa in...
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    $175
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    1 / 18
    5 of 5 stars (3) Excellent
    Studio, 1 Bathroom, Sleeps 4
    other travelers have booked this property
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    Overview Reviews (3)
    Amenities & Details
    • Dryer
    • Air Conditioning
    • Mountain Views
    • Stereo System
    • Patio
    • Washer
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Footsteps to Hawaii's best beach. Newly constructed and fully furnished with all the amenity. It is a short walking distance to Kailua and Lanikai beaches, hiking, shopping, restaurants and fun. View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed August 12, 2015
    Rick and Nancy's cottage is lovely on the inside, newly renovated, perfectly clean, well stocked, w an incredibly comfortable bed. I have back issues and this bed is as comfy as...
    5 of 5 stars Reviewed July 5, 2015
    This space and location worked perfectly for our stay in Kailua. We were there to visit our son and his family. Our adult daughter rented a cottage also, so we had both the Mauka...
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    $1,750
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    1 / 26
    5 Bedrooms, 4 Bathrooms, Sleeps 10
    Overview Make Inquiry
    Overview
    Amenities & Details
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Hot Tub
    • Waterfront
    • Satellite TV
    • Water Views
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Over the canal, past the boat ramp and round the bend is where you'll find the Ocean's Edge in Lanikai. Just a walk on the beach, afternoon swim or bike ride away! This 5 bedroom, 3.5 bath oceanfront home is set dramatically close to and slightly above the ocean's edge. The living room's picture... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    $145
    / Night
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    1 / 20
    4.5 of 5 stars (19) Very good
    5 Bedrooms, 5 Bathrooms, Sleeps 10
    Overview Reviews (19) Make Inquiry
    Overview Reviews (19)
    Amenities & Details
    • Wi-Fi
    • Dryer
    • Air Conditioning
    • Water Views
    • DVD Player
    • TV
    • Washer
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    From 1 to 5 bedrooms, private, air conditioned vacation rental units on world class Kailua Beach. Just 20 minutes away from Honolulu airport and Waikiki hotels. These surrounded by tropical gardens luxurious villas offer 2 studios, 3 bedrooms condo or a 5 bedrooms house. If you are planning... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed July 10, 2015
    We had a wonderful time in Kailua and stayed in a beautiful home with 5 bedrooms. This home was gorgeous and fantastic. The beach was so close also a great plus would recommend to...
    2 of 5 stars Reviewed June 26, 2015
    We stayed at this accommodation for 5 nights in June 2015. This was a very disappointing stay. While the location is very good (about 5 minute’s walk to the very lovely...
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    $300
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    1 / 10
    5 of 5 stars (16) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Reviews (16) Make Inquiry
    Overview Reviews (16)
    Amenities & Details
    • Grill
    • Dryer
    • Refrigerator
    • Internet Access
    • Washer
    • Satellite TV
    • DVD Player
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Blossoms, palms and tiki's welcome you as you enter the 1/4 acre property tucked away beach side on a private lane. This spacious home is surrounded by exotic tropical gardens, and is just steps to Kailua's beautiful beach, 75 yards via private right of way. We offer a two bedroom rental unit... View all property information
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    Location Information
    Kailua, Oahu 96734
    4 of 5 stars Reviewed October 20, 2014
    This is a well appointed, spacious apartment, very close to the beach. Plenty of space for four adults and one small child. Only real negative, is, apart from a small balcony...
    5 of 5 stars Reviewed March 10, 2014
    I have always loved Kailua Beach and the windward side of the island but never stayed there. This bungalow was perfect - easy to find, helpful owners, steps from a path to the...
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    $4,900
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    1 / 15
    5 of 5 stars (2) Excellent
    6 Bedrooms, 3 Bathrooms, Sleeps 11
    Overview Reviews (2) Make Inquiry
    Overview Reviews (2)
    Amenities & Details
    • Stereo System
    • DVD Player
    • Mountain Views
    • Satellite TV
    • Boat Available
    • Waterfront
    • Internet Access
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Location: Kailua, East Oahu, Oahu, Hawaii, USA (Kailua Beach -20 min from Honolulu - 25 min from the Airport) View Map Accommodations: House, 6 Bedrooms + Other (See Description), 3 Baths (Sleeps 11-12) Keywords: Private Home Enjoy your vacation in our island paradise -a spacious, clean and... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed September 12, 2014
    We could not have been happier with this house. It was absolutely perfect for what we wanted, which was time together, easy beach access, fun for all. The house is beach casual...
    5 of 5 stars Reviewed April 20, 2014
    nice house and property right on kailua beach. perfect beach for the whole family. great boogie boarding, surfing down the way, nice long walks. bike rides into town
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    From
    $400
    / Night
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    2 Bedrooms, 2 Bathrooms, Sleeps 4
    other traveler has booked this property
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Washer
    • Mountain Views
    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Internet Access
    • There Are Tennis...
    • Children's Pool
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Beautiful 2 bedroom & 2 bathroom guest house, with private entrance, in a tropical and quiet setting. Lovely saltwater swimming pool with waterfall and relaxing surroundings. Private barbecue area, outdoor dining, also a luxury kitchen inside. Within walking distance to white sand Kailua Beach,... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    $285
    / Night
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    View Details
    4 Bedrooms, 2 Bathrooms, Sleeps 7
    Overview Make Inquiry
    Overview
    Amenities & Details
    • There Are Tennis...
    • Washer
    • Private Outdoor...
    • TV
    • Patio
    • Wi-Fi
    • Air Conditioning
    • Boat Available
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    This plantation style home is located 2.5 blocks from Kailua beach and 2 blocks to Kailua town. It has been renovated to have open floor plan to provide comfortable living space without compromising it's Hawaiian charm. Bedrooms with A/C, ceiling fans, fully equipped kitchen, Patio with... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    $325
    / Night
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    1 / 22
    4.5 of 5 stars (17) Very good
    7 Bedrooms, 2 Bathrooms, Sleeps 8
    other travelers have booked this property
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    Amenities & Details
    • Mountain Views
    • Air Conditioning
    • Washer
    • Grill
    • Staffed Property
    • Wi-Fi
    • Dryer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    A short peaceful 5 minute walk to the stunningly beautiful Kailua Beach will leave you in a state of bliss. Indulge yourself in an array of beach activities including swimming, snorkeling, kayaking, windsurfing and sunbathing as the tropical trade-winds pass by taking your worries with them.... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed August 10, 2015
    We loved staying in this house. My family of 3, my mother, and my sister and one of her kids stayed in this house. It was perfect for cooking meals, and hanging out. The front...
    4 of 5 stars Reviewed May 20, 2015
    Recently stayed at this property with our two kids and our nanny plus her friend. Location is perfect! Walk to a lot of shops and restaurants and to the beach. There is a park...
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    $125
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    1 / 21
    4.5 of 5 stars (7) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4
    other travelers have booked this property
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    Overview Reviews (7)
    Amenities & Details
    • TV
    • Washer
    • Refrigerator
    • Air Conditioning
    • Wi-Fi
    • Grill
    • Dryer
    • Staffed Property
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    We have 2 properties located directly across the street from one another with two 1 bedroom/ 1 bathroom units between the two properties as well as a two spacious studios & 4 private rooms. All our units have their own private entrances and outside sitting areas. Both these properties are centrally... View all property information
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    Location Information
    Kailua, Oahu 96734
    4 of 5 stars Reviewed April 2, 2015
    We stayed here during the second half of our trip and it is so much better than staying in Waikiki. The area feels much less busy than Honolulu and is very scenic. The room was...
    5 of 5 stars Reviewed February 13, 2015
    We wanted to avoid the big city feel and crowds of Honolulu so we looked in Kailua. It was perfect. We were minutes from the sites in Honolulu but on the most beautiful beach on...
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    $4,500
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    1 / 33
    5 Bedrooms, 6 Bathrooms, Sleeps 10
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Wi-Fi
    • Dryer
    • Air Conditioning
    • Satellite TV
    • Private Outdoor...
    • DVD Player
    • Washer
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Description The Paradise Point Estate is a rare jewel that comes fully appointed with Plantation style finishes and furnishings from around the world. Step from a secure entry and motor court into beachfront luxury that whispers old Hawaii, yet offers all of the latest amenities and technologies of... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    $425
    / Night
    Payment Protection
    View Details
    4 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Make Inquiry
    Overview
    Amenities & Details
    • TV
    • Deck
    • Wi-Fi
    • Dryer
    • Washer
    • Grill
    • Refrigerator
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    E Komo Mai! (welcome) Your memorable stay starts as you drive down your private lane into the serenity of a tropical outdoor paradise, providing you with the ultimate island vacation location. Staying true to its Hawaiian charm the 3 bedroom 2 bathroom main home and 1 bed 1 bath separate cottage... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    $7,000
    / Night
    View Details
    1 / 44
    8 Bedrooms, 9 Bathrooms, Sleeps 16
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Private Outdoor...
    • DVD Player
    • Waterfront
    • Water Views
    • Hot Tub
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Royal Kailua Estate is the crown jewel of Kailua beachfront property. The gated entrance surrounded in lush tropical foliage is a modest inclination of what lies behind. A long pathway of oversized stones met with manicured grass provides the driveway that meanders past the luscious green lawn,... View all property information
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    Location Information
    Kailua, Oahu 96734
    Kailua Vacation Rentals

    Kailua's pristine beaches and strong trade winds make it an excellent destination for swimming, sailing, kite-flying, or just relaxing and enjoying the view. If you are planning a trip to Kailua for your next vacation, why not try renting your very own vacation home instead of staying at a hotel? There are cozy rental condos perfect for a romantic beach getaway, luxurious beachfront houses spacious enough for the whole family, and everything in between. With the amazing assortment of vacation rentals in Kailua, there is sure to be a perfect rental for any budget or need. Vacation rentals provide a truly one-of-a-kind experience when traveling to Kailua, with all the privacy and space of your own home away from home.

    A Kailua Vacation

    Kailua Beach Park is one of the major destinations in the area, and has the unique distinction of being two separate and very different beaches divided by a small area. Both Kailua and Lanikai beaches attract swimmers, surfers, and boaters alike due to their soft white sand, beautiful waters, and postcard views of the two islands in the distance. After you hit the beach, how about a shopping trip to Kailua Farmer's Market for some fresh food, or Mu'umu'u Heaven for some unique island wear? Barbie lovers rejoice; Kailua is home to the Hawaii Loves Barbie Dolls Museum, a private collection that is free to check out if you make an appointment in advance. No matter how you decide to spend your time in Kailua, at the end of the day staying at your very own vacation rental will make your trip even more special.

    Family-Friendly Kailua

    From flying kites at the beach to enjoying the Barbie Dolls museum, there is plenty to do in Kailua that children will love. With vacation rentals, it is easy to bring along the entire family without worrying about renting extra hotel rooms. Your rental condo, villa, or beachfront home will have enough space for everyone. For large groups, it is the more comfortable and economical choice, and children will feel more secure knowing they are staying in a place that feels like home.